Complexation of Diquat by a bisparaphenylene-34-crown-10 derivative

Allwood, Billy L.; Spencer, Neil; Shahriari-Zavareh, Hooshang; Stoddart, J. Fraser; Williams, David J.

doi:10.1039/c39870001061

Cited by 68 publications

(47 citation statements)

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“…In common with free BPP34C10 and its 1 : 1 complex with the [Diquat]2+ dication, we observe coplanarity of the four phenoxymethylene units with their associated hydroquinol rings (cf. ref 1)…”

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Complexation of Paraquat by a bisparaphenylene-34-crown-10 derivative

Allwood¹,

Spencer²,

Shahriari-Zavareh³

et al. 1987

J. Chem. Soc., Chem. Commun.

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203

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The Paraquat dication forms a 1 : 1 molecular inclusion complex both in acetone solution and in the solid state with the bisparaphenylene-34-crown-I 0 derivative (BPP34ClO) as a result of intra-complex stabilisation from charge transfer interactions as well as from hydrogen and electrostatic bonding. In the previous communication,l 1H n.m.r. spectroscopy in CD3COCD3 solution established that BPP34ClO-l is capable of complexing with [Paraquat][PF&,-t as well as with [Diquat][PF&.t In common with BMP32C10,T we noted that free BPP34C10, as revealed by the conformations (I and 11) it adopts in the solid state, has a preformed receptor cavity for substrates such as these bipyridinium dications. Not discouraged by our initial failure2 t o isolate a crystalline complex t The structural formulae for BMP32C10, BPP34C10, [Paraquat][PF612, and [Diquat][PF612 are illustrated in the three preceding communications (refs. 1-3).

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confidence: 99%

Complexation of Paraquat by a bisparaphenylene-34-crown-10 derivative

Allwood¹,

Spencer²,

Shahriari-Zavareh³

et al. 1987

J. Chem. Soc., Chem. Commun.

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203

170

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“…In BPP28C8 (Figure lb), the parallel arrangement of f-The structural formulae for the BPP(3n+4)Cn ethers are illustrated in the preceding communication (ref. 1) along with the syntheses of BPP25C7, BPP28C8, BPP37Cl1, and BPP40C12, and the solvents used in each case to grow single crystals suitable for X-ray crystallography.…”

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confidence: 99%

The dependence of the solid state structures of bisparaphenylene-(3n+ 4)-crown-n ethers upon macrocyclic ring size

Slawin¹,

Spencer²,

Stoddart³

et al. 1987

J. Chem. Soc., Chem. Commun.

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“…The 2 + 2 adduct (D3) is interesting as its core resembles the well-known 34-Crown-10 macrocycle. 25 This compound has found wide application in the binding of electron deficient moieties such a paraquat (N,N′-dimethyl-4,4bipyridinium chloride). 26 Preliminary results support the same type of self-assembly with D3 despite the steric demands imposed by the additional ester and aromatic groups.…”

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confidence: 99%